(4aS,4bR,10bR,12aS)-8,10-dimethoxy-1,1,4a,10b-tetramethyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydrochrysene | 1388152-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (4aS,4bR,10bR,12aS)-8,10-dimethoxy-1,1,4a,10b-tetramethyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydrochrysene
• 英文别名: (4aS,4bR,10bR,12aS)-8,10-dimethoxy-1,1,4a,10b-tetramethyl-3,4,4b,5,6,11,12,12a-octahydro-2H-chrysene
• CAS: 1388152-60-0
• 化学式: C₂₄H₃₆O₂
• 分子量: 356.549
• InChiKey: NHONETOGPCBDFX-QEFHDYNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-dimethoxy-5-((3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl)benzene 在 (R)-3,3'-dichloro-1,1'-binaphthalene-2,2'-diol 、 氯化锑(V) 作用下， 以 二氯甲烷 为溶剂， 生成 (4aR,4bS,10bS,12aR)-8,10-dimethoxy-1,1,4a,10b-tetramethyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydrochrysene 、 (4aS,4bR,10bR,12aS)-8,10-dimethoxy-1,1,4a,10b-tetramethyl-1,2,3,4,4a,4b,5,6,10b,11,12,12a-dodecahydrochrysene
  参考文献：
  名称：

  Highly Enantioselective Proton-Initiated Polycyclization of Polyenes

  摘要：

  This report describes the synthesis of a range of chiral polycyclic molecules (tricyclic to pentacyclic) from achiral polyene precursors by enantio-selective proton-initiated polycyclization promoted by the 11 complex of o,o'-dichloro-BINOL and SbCl5. Excellent yields (ca. 90% per ring formed) and enantioselectivety (20:1 to 50:1) were obtained. The process is practical as well as efficient, because the chiral ligand is both readily prepared from R,R- or S,S-BINOL and easily recovered from the reaction mixture by extraction.

  DOI：

  10.1021/ja305851h

文献信息

• Highly Enantioselective Proton-Initiated Polycyclization of Polyenes
  作者：Karavadhi Surendra、E. J. Corey

  DOI：10.1021/ja305851h

  日期：2012.7.25

  This report describes the synthesis of a range of chiral polycyclic molecules (tricyclic to pentacyclic) from achiral polyene precursors by enantio-selective proton-initiated polycyclization promoted by the 11 complex of o,o'-dichloro-BINOL and SbCl5. Excellent yields (ca. 90% per ring formed) and enantioselectivety (20:1 to 50:1) were obtained. The process is practical as well as efficient, because the chiral ligand is both readily prepared from R,R- or S,S-BINOL and easily recovered from the reaction mixture by extraction.